Overview

This second edition of a bestseller is a compilation of reliable protocols for the preparation of intermediates for carbohydrate synthesis or other substances and methods performed at the bench, which can be expected to be useful in the glycosciences. Written for graduate students and researchers in carbohydrate chemistry, biochemistry, medical chemistry, and glycobiology, this book explores carbohydrate chemistry from both academic and industrial points of views, offering contributions from world-renowned experts. It includes figures the text, to aid with reader comprehension.

Full Product Details

Author:   Gijsbert van der Marel ,  Jeroen Codee ,  Jeroen Codee
Publisher:   Taylor & Francis Inc
Imprint:   CRC Press Inc
Volume:   2
Dimensions:   Width: 15.60cm , Height: 2.30cm , Length: 23.40cm
Weight:   0.589kg
ISBN:  

9781439875940

ISBN 10:   1439875944
Pages:   334
Publication Date:   04 March 2014
Audience:   College/higher education ,  Postgraduate, Research & Scholarly
Format:   Hardback
Publisher's Status:   Active
Availability:   In Print  
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Table of Contents

Section I: Synthetic Methods. Highly Stereoselective 1,2-cis-Glycosylations Employing C-2 (S)-(Phenylthiomethyl)benzyl Ether as a Chiral Auxiliary. Regioselective Reductive Openings of 4,6-O-Benzylidene-Type Acetals Using LiAlH4-AlCl3. A Facile Method for Oxidation of Primary Alcohols to Carboxylic Acids in Carbohydrate Synthesis. Ultrasonic Energy Promoted Allylation to Generate 1-C-(2,3,4,6-Tetra-O-benzyl-α-d-glucopyranosyl)prop-2-ene. Synthesis of a Multivalent Glycocyclopeptide Using Oxime Ligation. Reductive Amination Methodology for Synthesis of Primary Amines from Unprotected Synthons. General Preparation of Imidazole-1-sulfonate Esters. Regioselective Monoacylation and Monoalkylation of Carbohydrates Catalyzed by a Diarylborinic Ester. The Synthesis of Carbamates from Alkenylamines. Hydrolysis of Thioglycosides Using Anhydrous N-Iodosuccinimide (NIS) and Trifluoroacetic Acid (TFA). Highly Diastereoselective Construction of l-Heptosides by a Sequential Grignard Addition/Fleming-Tamao Oxidation. Synthesis of Fluorinated Exo-glycals Mediated by Selectfluor. A Direct and Stereospecific Approach to the Synthesis of α-Glycosyl Thiols. Efficient Microwave-Assisted Synthesis of 1′,2,3,3′,4,4′,6-Hepta-O-benzyl-sucrose and 1′,2,3,3′,4,4′-Hexa-O-benzylsucrose. Section II: Synthetic Intermediates. Oligosaccharide-Salicylaldehyde Derivatives as Precursors of Water-Soluble, Biocompatible Anion Receptors. Allyl 3,4,6-Tri-O-Benzyl-α-d-Mannopyranoside. Synthesis of a Spacer-Armed 6′-Sialyl-N-Acetyllactosamine. Synthesis of β-(1→3)-mannobiose. Phenyl 4,6-O-Benzylidene-1-thio-α-d-mannopyranoside. Synthesis of 1,3,4,6-Tetra-O-acetyl-α-d-glucopyranose Revisited. Synthesis of 4,6-O-Benzylidene Acetals of Methyl α-d-Glucopyranoside, Ethyl 1-Thio-β-d-gluco- and Galactopyranoside. Synthesis of α-N-Acetylneuraminic Acid Methyl Glycoside. Synthesis of Ammonium 3-Deoxy-d-manno-oct-2-ulopyranosylonate (Ammonium Kdo). Synthesis and Characterization of Tetra-O-propargyl Pentaerythritol. Improved Synthesis of Ethyl (2,3,4,6-Tetra-O-acetyl-β-d-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-1-thio-2-trichloroacetamido-β-d-glucopyranoside. Synthesis of α-d-Galactofuranosyl Phosphate. Synthesis of 1,2 4,5-Di-O-(3,3-pentylidene)arabitol via Kinetic Acetal Formation. 1,2-Anhydro-3,4,6-tri-O-benzyl-β-d-mannopyranose. Synthesis of Glucosyl C-1 Dihalides from Tetra-O-acetyl-β-d-glucopyranosyl Chloride. Synthesis of 3,4,6-Tri-O-acetyl-d-galactal. Efficient Synthesis of Hepta-O-acetyl-β-lactosyl Azide via Phase Transfer Catalysis. Synthesis of 2,3,4,6-Tetra-O-acetyl-α-d-mannopyranosyl Azide. Synthesis of Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-β-d-galactopyranoside. An Alternative, Large-Scale Synthesis of 1,2 5,6-Di-O-isopropylidene-α-d-ribo-hex-3-ulofuranose.

Reviews

'The contributors are the best scientists in the field and the series editor is highly respected. The volumes will ... be of use to undergraduates involved in carbohydrate workshops.' - Alexei Demchenko, Associate Professor of Chemistry and Biochemistry, Director of Graduate Studies, University of Missouri - St. Louis.

Author Information

Gijs van der Marel is Head of the MSc Chemistry program and Professor of Synthetic organic chemistry at the Leiden Institute of Chemistry, in The Netherlands. Jeroen Codee is Assistant Professor within the Faculty of Science at the Leiden Institute of Chemistry, in The Netherlands.

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